CN102010316A - Method for extracting high-purity frangula emodin from polygonum cuspidatum - Google Patents
Method for extracting high-purity frangula emodin from polygonum cuspidatum Download PDFInfo
- Publication number
- CN102010316A CN102010316A CN2009100346475A CN200910034647A CN102010316A CN 102010316 A CN102010316 A CN 102010316A CN 2009100346475 A CN2009100346475 A CN 2009100346475A CN 200910034647 A CN200910034647 A CN 200910034647A CN 102010316 A CN102010316 A CN 102010316A
- Authority
- CN
- China
- Prior art keywords
- schuttgelb
- giant knotweed
- purity
- emodin
- acetone
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention provides a high-purity extracting method for frangula emodin as an effective component in polygonum cuspidatum, comprising the following steps of: breaking medicinal materials and then adding 45-95 percent of alcohol for soaking the broken medicinal materials, wherein the amount of the alcohol is 4-9 volume by weight of medicinal materials; carrying out heating reflux to remove medicine residues; concentrating filter liquor to obtain frangula emodin concentrated liquor; adding water to dilute the concentrated liquor; regulating pH to acidity; heating for hydrolysis; stopping the hydrolysis reaction until no obvious floccules are generated; filtering to obtain a hydrolysate; adding the water to stir the hydrolysate, centrifuging to remove supernate and washing to obtain crude frangula emodin; purifying the crude frangula emodin through a chromatographic column and carrying out concentration and alcohol recrystallization on eluent to obtain the yellow acicular crystal of the frangula emodin. The purity of the frangula emodin obtained by the extracting method is higher than 99.0 percent.
Description
Technical field
The invention belongs to the crude drug effective ingredient and extract and the purifying field, be specifically related to from the Chinese medicine giant knotweed, extract the also method of purifying acquisition high-purity emodin.
Technical background
Contain a certain amount of Schuttgelb to some extent in there is the piece root of many types herbal medicine in China, wherein, in domestic root of Himalayan Rhubarb (0.8%) and the sorrel (1%), emodin content is higher.In the medication of virus diseases such as treatment by Chinese herbs hepatitis disease, the frequency of utilization of giant knotweed is high in the recent period, finds after deliberation, is rich in Schuttgelb in the giant knotweed, detects its content and is higher than 1.5%.Schuttgelb is as the main effective monomer separated from Rheum, Polygonum, Rhamnus and sennae, has antibiotic, antiviral, protozoacide, anti-inflammatory, anti-oxidant and remove multiple pharmacological effect such as oxyradical, protection liver kidney, treatment pancreatitis, myocardium protecting action, neuroprotective.Recently studies show that Schuttgelb can suppress tumor cell proliferation, apoptosis-induced, prevent tumour cell diffusion, and can also suppress the tumour cell ingestion of glucose effectively, cause the change of cytolemma correlation function, finally cause apoptosis.Have pharmacological action widely based on Schuttgelb, study a kind of method of from herbal medicine, extracting high-purity emodin highly significant.Very abundant according to China's Chinese medicinal herbs resource, particularly giant knotweed is not only cheap but also found that its emodin content is higher, the present invention will provide a kind of method of extracting high-purity emodin from plant polygonum cuspidatum, and the preparation of carrying out emodin derivates for the laboratory provides the basis.
Summary of the invention
The object of the present invention is to provide a kind of from giant knotweed dna purity be higher than 99.0% method for emodin.
Technical scheme of the present invention comprises the steps:
(1) medicinal material is got giant knotweed and is pulverized after, add aqueous ethanolic solution and soak, reflux is removed the dregs of a decoction, filtrate concentrates, the Schuttgelb concentrated solution.(2) concentrated solution thin up transfers pH to acid, and heating is hydrolyzed, and when no longer including obvious floss and occur, stops hydrolysis reaction.Filter hydrolysate, (3) hydrolysate adds that water stirs evenly, the centrifugal supernatant liquor of removing, washing, the Schuttgelb crude product.(4) the Schuttgelb crude product is purified through chromatography column, and elutriant concentrates, ethyl alcohol recrystallization, gets yellow needle crystal.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Giant knotweed medicinal material in the described step (1) is giant knotweed medicine materical crude slice or the place of origin giant knotweed stem piece that sell in the pharmacy, and the giant knotweed medicine materical crude slice can directly add aqueous ethanolic solution and soak, and giant knotweed stem piece then needs to go into the aqueous ethanolic solution immersion after drying, the pulverizing.
Aqueous ethanolic solution is a 45%-95% ethanol in the extraction solvent of described step (1), and the aqueous ethanolic solution amount is 4-9 a times of giant knotweed medicinal material, 4-12 hour soak at room temperature time, heating in water bath backflow 2-4 hour, extraction time 2-4 time.
The filtrate of extracting in the described step (1) is concentrated into the 1/5-1/10 of stoste.
Concentrated solution adds water 5-10 water dilution doubly in the described step (2), adds mineral acid, transfers pH to 2-3, hydrolysis time 0.5-1.3 hour.
Described mineral acid is hydrochloric acid or sulfuric acid, first-selected sulfuric acid.
The add-on of the middle water of described step (3) is 1-2 a times of hydrolysate, and centrifuge speed is up to 3000 rev/mins.
The chromatography column used silica gel is a 100-200 purpose silochrom in the described step (4), and the ratio of silica gel consumption and Schuttgelb crude product is 30: 1.Mix reagent with hexanaphthene and acetone carries out wash-out, and the mix reagent of hexanaphthene and acetone is also used in the thin-layer developing agent.
In the mix reagent of described hexanaphthene and acetone, hexanaphthene: acetone is to obtain the optimal separation effect at 5: 1 o'clock.
Solvent for use is 95% ethanol in described step (4) recrystallization, and the ratio of ethanol consumption and Schuttgelb is 20: 1, and reflux is that 1-5 ℃ of condition left standstill 8-10 hour to dissolving fully in temperature.
The used instrument of nuclear magnetic resonance spectroscopy is a BRUKER AV-500 type nuclear magnetic resonance analyser in the described step (5), getting about 0.7 milligram of crystallized product is dissolved in 0.5 milliliter of deuterated dimethyl sulfoxide, solution is inserted in the diameter 5mm standard QC, temperature is controlled under the condition of 303K, record hydrogen spectrum, carbon spectrum, DEPT spectrum, COSY spectrum, hsqc spectrum and HMBC spectrum, test and analysis result are listed in table 1 and table 2, and nucleus magnetic resonance proof this product is a Schuttgelb.
WDL-95 high performance liquid chromatograph, test condition: detector UV430nm, stationary phase 5uC18, moving phase: methanol (85/15), chromatographic column: KromasilC18, column length: 25cm, interior warp: 46mm are used in the check of described step (5) moderate purity.As can be seen, it is to locate in 9.33 minutes that the absorption peak of Schuttgelb appears at retention time from the high-efficient liquid phase chromatogram of Schuttgelb, and the integral area at spectrum peak is 99.52%.The purity that the Schuttgelb that obtains by present method extraction is described thus is higher than 99%.
The hydrogen spectrum measurement result of table 1. Schuttgelb
The carbon spectrum measurement result of table 2 Schuttgelb
Below by example the present invention is further described.
Embodiment
Embodiment 1
Extract the method for high-purity emodin from giant knotweed, get giant knotweed medicine materical crude slice 500g, add 95% ethanolic soln 4000ml and soaked 4 hours, reflux 4 hours removes by filter the dregs of a decoction, and filtrate is concentrated into 50ml, reclaims most of ethanol, refluxes 2 times and merges concentrated solution.(2) concentrated solution adds water 1500ml dilution, adds 50% sulfuric acid 30ml again, transfers pH to 2, the solution that the modulates heating reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that water 50ml stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings repeatedly.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When flowing out from chromatography column, the elutriant that contains Schuttgelb begins to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying, add 95% ethanol 100ml, reflux is to dissolving fully, in temperature is that 3 ℃ of conditions left standstill 8-10 hour, filters promptly to get yellow needle crystal.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 2
From giant knotweed, extract the method for high-purity emodin, get giant knotweed medicine materical crude slice 500g, add 50% ethanolic soln 4000ml immersion 4 hours, heating in water bath backflow 2 hours, remove by filter the dregs of a decoction, filtrate is concentrated into 100ml, reclaims most of ethanol, refluxes 4 times and merges concentrated solution.(2) concentrated solution adds water 1200ml dilution, adds 50% sulfuric acid 30ml again.Transfer pH to 2, the solution heating in water bath that the modulates reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that water 50ml stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings repeatedly.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing 120 restrain silica gel and be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When the elutriant that contains Schuttgelb flows out from chromatography column, begin to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying.Add 95% ethanol 100ml, reflux is that 3 ℃ of conditions left standstill 8-10 hour to dissolving fully in temperature, filters and promptly gets yellow needle crystal thing.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 3
Extract the method for high-purity emodin from giant knotweed, get giant knotweed medicine materical crude slice 500g, add 95% ethanolic soln 4000ml immersion 12 hours, reflux 2 hours, remove by filter the dregs of a decoction, filtrate is concentrated into 50ml, reclaims most of ethanol, refluxes 2 times and merges concentrated solution.(2) concentrated solution adds the dilution of 1500ml water, adds 50% sulfuric acid 30ml again.Transfer pH to 2, the solution that the modulates heating reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that water 50ml stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings repeatedly.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When flowing out from chromatography column, the elutriant that contains Schuttgelb begins to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying, add 95% ethanol 100ml, reflux is to dissolving fully, in temperature is that 3 ℃ of conditions left standstill 8-10 hour, filters promptly to get yellow needle crystal thing.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 4
From giant knotweed, extract the method for high-purity emodin, get giant knotweed medicine materical crude slice 500g, add 50% ethanolic soln 4000ml immersion 12 hours, heating in water bath backflow 1 hour, remove by filter the dregs of a decoction, filtrate is concentrated into 50ml, reclaims most of ethanol, refluxes 4 times and merges concentrated solution.(2) concentrated solution adds water 1200ml dilution, adds 50% sulfuric acid 30ml again.Transfer pH to 2, the solution that the modulates heating reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that 50ml water stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When the elutriant that contains Schuttgelb flows out from chromatography column, begin to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying.Add 100ml 95% ethanol, reflux is that 3 ℃ of conditions left standstill 8-10 hour to dissolving fully in temperature, filters and promptly gets yellow needle crystal thing.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 5
From giant knotweed, extract the method for high-purity emodin, after getting giant knotweed stem piece 500g drying, pulverizing, add 95% ethanolic soln 4000ml immersion 4 hours, heating in water bath backflow 4 hours, remove by filter the dregs of a decoction, filtrate is concentrated into 50ml, reclaims most of ethanol, refluxes 2 times and merges concentrated solution.(2) concentrated solution adds water 1500ml dilution, adds 50% sulfuric acid 30ml again.Transfer pH to 2, the solution heating in water bath that the modulates reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that 50ml water stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When the elutriant that contains Schuttgelb flows out from chromatography column, begin to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying.Add 100ml 95% ethanol, reflux is that 3 ℃ of conditions left standstill 8-10 hour to dissolving fully in temperature, filters and promptly gets yellow needle crystal thing.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 6
From giant knotweed, extract the method for high-purity emodin,, after getting giant knotweed stem piece 500g drying, pulverizing, add 50% ethanolic soln 4000ml immersion 4 hours, heating in water bath backflow 2 hours, remove by filter the dregs of a decoction, filtrate is concentrated into 100ml, reclaims most of ethanol, refluxes 4 times and merges concentrated solution.(2) concentrated solution adds the dilution of 1200ml water, adds 30ml50% sulfuric acid again.Transfer PH to 2, the solution heating in water bath that the modulates reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that water 50ml stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When the elutriant that contains Schuttgelb flows out from chromatography column, begin to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying.Add 100ml 95% ethanol, reflux is that 3 ℃ of conditions left standstill 8-10 hour to dissolving fully in temperature, filters and promptly gets yellow needle crystal thing.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 7
From giant knotweed, extract the method for high-purity emodin, after getting giant knotweed stem piece 500g drying, pulverizing, add 95% ethanolic soln 4000ml immersion 12 hours, heating in water bath backflow 2 hours, remove by filter the dregs of a decoction, filtrate is concentrated into 50ml, reclaims most of ethanol, refluxes 2 times and merges concentrated solution.(2) concentrated solution adds water 1500ml dilution, adds 50% sulfuric acid 30ml again.Transfer pH to 2, the solution heating in water bath that the modulates reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss and occur, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that water 50ml stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into uses the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone to carry out wash-out then, follows the tracks of with the thin layer plate point sample in the elution process.When flowing out from chromatography column, the elutriant that contains Schuttgelb begins to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying, add 95% ethanol 100ml, reflux is to dissolving fully, in temperature is that 3 ℃ of conditions left standstill 8-10 hour, filters promptly to get yellow needle crystal.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Embodiment 8
From giant knotweed, extract the method for high-purity emodin, after getting giant knotweed stem piece 500g drying, pulverizing, add 50% ethanolic soln 4000ml and soaked 12 hours, heating in water bath refluxed 1 hour, remove by filter the dregs of a decoction, filtrate is concentrated into 50ml, reclaims most of ethanol, refluxes 4 times and merges concentrated solution.(2) concentrated solution adds water 1200ml dilution, adds 50% sulfuric acid 30ml again.Transfer pH to 2, the solution that modulates, the heating reaction 1 hour that is hydrolyzed, treat that red floss occurs after, continue heating, occur to no longer including obvious floss, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.(3) hydrolysate adds that water 50ml stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings.(4) Schuttgelb crude product and silica gel is by 1: 1 mixed, grinds after adding small amount of acetone, and Schuttgelb crude product and silica gel are mixed, take by weighing silica gel 120 restrain be dissolved in acetone after, pour column chromatography into.In pouring the process of silica gel into, constantly knock cylinder, reduce the bubble in the column chromatography as far as possible with rub bar.The chromatography column of again Schuttgelb crude product and silica-gel mixture being packed into carries out wash-out with the mix reagent (hexanaphthene: acetone is 5: 1) of hexanaphthene and acetone, follows the tracks of with the thin layer plate point sample in the elution process.When the elutriant that contains Schuttgelb flows out from chromatography column, begin to collect, stop when in elutriant, not containing Schuttgelb collecting, after the elutriant distillation of collecting, drying.Add 95% ethanol 100ml, reflux is that 3 ℃ of conditions left standstill 8-10 hour to dissolving fully in temperature, filters and promptly gets yellow needle crystal.(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
Need not further to elaborate, believe and adopt the disclosed content in front, those skilled in the art can use the present invention to greatest extent.Therefore, the specific embodiments of front is interpreted as only illustrating, but not limits the scope of the invention by any way.
Claims (10)
1. method of extracting high-purity emodin from giant knotweed is characterized in that realizing by following steps:
(1) get the giant knotweed medicinal material, add aqueous ethanolic solution immersion, reflux, remove by filter the dregs of a decoction, filtrate concentrates, reclaims most of ethanol, promptly gets the Schuttgelb concentrated solution.
(2) concentrated solution thin up adds a spot of mineral acid again.Transfer pH to acid, the solution heating that the modulates reaction that is hydrolyzed, treat that red floss occurs after, continue to be heated to no longer including obvious floss appearance, stop hydrolysis reaction.Remove by filter filtrate and get hydrolysate.
(3) hydrolysate adds that water stirs evenly, the centrifugal supernatant liquor of removing, through promptly getting the Schuttgelb crude product after 3 washings.
(4) the Schuttgelb crude product is used the elutriant wash-out through silica gel column chromatography, collects the elutriant underpressure distillation, and ethyl alcohol recrystallization promptly gets yellow needle crystal.
(5) nuclear magnetic resonance spectroscopy proof this product is a Schuttgelb.Nuclear magnetic resonance map shows to desolventize does not have significantly assorted peak outside the peak, the purity that the explanation of high-efficient liquid phase chromatogram test result is extracted the Schuttgelb that obtains by present method is higher than 99.0%.
2. require the 1 described method of from giant knotweed, extracting high-purity emodin according to patent, it is characterized in that the giant knotweed medicinal material in the step (1) is giant knotweed medicine materical crude slice or the place of origin giant knotweed stem piece that sell in the pharmacy, the giant knotweed medicine materical crude slice can directly add aqueous ethanolic solution and soak, and giant knotweed stem piece then needs to go into the aqueous ethanolic solution immersion after drying, the pulverizing.
3. require the 1 and 2 described methods of from giant knotweed, extracting high-purity emodin according to patent, aqueous ethanolic solution is a 45%-95% ethanol in the extraction solvent of described step (1), the aqueous ethanolic solution amount is 4-9 a times of giant knotweed medicinal material, 4-12 hour soak at room temperature time, heating in water bath backflow 2-4 hour, extraction time 2-4 time.
4. require the 1 described method of from giant knotweed, extracting high-purity emodin according to patent, it is characterized in that the filtrate of extracting in the step (1) is concentrated into the 1/5-1/10 of stoste.
5. require the 1 described method of from giant knotweed, extracting high-purity emodin according to patent, it is characterized in that concentrated solution adds water 5-10 water dilution doubly in the step (2), add mineral acid, transfer pH to 2-3, hydrolysis time 0.5-1.3 hour.
6. be hydrochloric acid or sulfuric acid according to mineral acid in the patent requirement 5, first-selected sulfuric acid.
7. require the 1 described method of extracting high-purity emodin from giant knotweed according to patent, the add-on that it is characterized in that water in the step (3) is 1-2 a times of hydrolysate, and centrifuge speed is up to 3000 rev/mins.
8. require the 1 described method of extracting high-purity emodin from giant knotweed according to patent, it is characterized in that the chromatography column used silica gel is a 100-200 purpose silochrom in the step (4), the ratio of silica gel consumption and Schuttgelb crude product is 30: 1.Mix reagent with hexanaphthene and acetone carries out wash-out, and the mix reagent of hexanaphthene and acetone is also used in the thin-layer developing agent.
9. require the mix reagent of hexanaphthene described in 8 and acetone according to patent, hexanaphthene: acetone is to obtain the optimal separation effect at 5: 1 o'clock.
10. require the 1 described method of extracting high-purity emodin from giant knotweed according to patent, it is characterized in that solvent for use is 95% ethanol in step (4) recrystallization, its consumption and Schuttgelb ratio are 20: 1, are to leave standstill 8-10 hour crystallization under 1-5 ℃ in temperature.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009100346475A CN102010316A (en) | 2009-09-04 | 2009-09-04 | Method for extracting high-purity frangula emodin from polygonum cuspidatum |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009100346475A CN102010316A (en) | 2009-09-04 | 2009-09-04 | Method for extracting high-purity frangula emodin from polygonum cuspidatum |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102010316A true CN102010316A (en) | 2011-04-13 |
Family
ID=43840673
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009100346475A Pending CN102010316A (en) | 2009-09-04 | 2009-09-04 | Method for extracting high-purity frangula emodin from polygonum cuspidatum |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102010316A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102329209A (en) * | 2011-07-26 | 2012-01-25 | 苏州宝泽堂医药科技有限公司 | Method for extracting emodin from giant knotweed rhizome |
| CN103193613A (en) * | 2013-03-30 | 2013-07-10 | 浙江工业大学 | Method for separating emodin by means of co-crystallization |
| CN103382169A (en) * | 2013-07-03 | 2013-11-06 | 中国中化股份有限公司 | Emodin methyl sulfonic ester, and preparation method and applications thereof |
| CN104447270A (en) * | 2014-12-05 | 2015-03-25 | 湖南农业大学 | Method of purifying rheum emodin from by-product after extracting resveratrol from polygonum cuspidatum |
| CN104817445A (en) * | 2015-04-16 | 2015-08-05 | 聊城大学 | Method for separating purified physcion and emodin from giant knot weed |
| CN106518642A (en) * | 2016-09-24 | 2017-03-22 | 合肥信达膜科技有限公司 | Emodin extraction process |
| CN107353191A (en) * | 2017-07-21 | 2017-11-17 | 江西天祥通用航空股份有限公司 | A kind of method for extracting Physcion |
| CN109608321A (en) * | 2019-01-14 | 2019-04-12 | 淮海工学院 | A kind of preparation method of natural origin rheum emodin |
| CN110835293A (en) * | 2019-11-15 | 2020-02-25 | 西安天丰生物科技股份有限公司 | Extraction and purification method of high-content emodin |
| CN111771621A (en) * | 2020-07-20 | 2020-10-16 | 长治学院 | Method for producing oyster mushroom liquid strain by using compound sophora flavescens alcohol sediment |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1887837A (en) * | 2006-04-30 | 2007-01-03 | 河南中医学院 | Extraction process and application of emodin and aloe-emodin |
-
2009
- 2009-09-04 CN CN2009100346475A patent/CN102010316A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1887837A (en) * | 2006-04-30 | 2007-01-03 | 河南中医学院 | Extraction process and application of emodin and aloe-emodin |
Non-Patent Citations (1)
| Title |
|---|
| 杨秀贤等: "从虎杖中提取大黄素的生产工艺", 《中草药》 * |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102329209A (en) * | 2011-07-26 | 2012-01-25 | 苏州宝泽堂医药科技有限公司 | Method for extracting emodin from giant knotweed rhizome |
| CN103193613A (en) * | 2013-03-30 | 2013-07-10 | 浙江工业大学 | Method for separating emodin by means of co-crystallization |
| CN103382169A (en) * | 2013-07-03 | 2013-11-06 | 中国中化股份有限公司 | Emodin methyl sulfonic ester, and preparation method and applications thereof |
| CN103382169B (en) * | 2013-07-03 | 2015-06-10 | 中国中化股份有限公司 | Emodin methyl sulfonic ester, and preparation method and applications thereof |
| CN104447270A (en) * | 2014-12-05 | 2015-03-25 | 湖南农业大学 | Method of purifying rheum emodin from by-product after extracting resveratrol from polygonum cuspidatum |
| CN104817445A (en) * | 2015-04-16 | 2015-08-05 | 聊城大学 | Method for separating purified physcion and emodin from giant knot weed |
| CN106518642A (en) * | 2016-09-24 | 2017-03-22 | 合肥信达膜科技有限公司 | Emodin extraction process |
| CN107353191A (en) * | 2017-07-21 | 2017-11-17 | 江西天祥通用航空股份有限公司 | A kind of method for extracting Physcion |
| CN109608321A (en) * | 2019-01-14 | 2019-04-12 | 淮海工学院 | A kind of preparation method of natural origin rheum emodin |
| CN110835293A (en) * | 2019-11-15 | 2020-02-25 | 西安天丰生物科技股份有限公司 | Extraction and purification method of high-content emodin |
| CN111771621A (en) * | 2020-07-20 | 2020-10-16 | 长治学院 | Method for producing oyster mushroom liquid strain by using compound sophora flavescens alcohol sediment |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102010316A (en) | Method for extracting high-purity frangula emodin from polygonum cuspidatum | |
| CN109364119B (en) | Method for preparing total triterpenoids with blood sugar reducing effect from cyclocarya paliurus leaves and application of total triterpenoids | |
| CN101433565B (en) | Total alkaloid extract of seeds of harmel genus, and preparation thereof | |
| CN110618211B (en) | Method for extracting scutellaria chemical components by using eutectic solvent | |
| CN103570663B (en) | A kind of preparation method of high-purity quercetin | |
| CN103242398B (en) | Flavanone compound and preparation method thereof and application | |
| CN102675387B (en) | Method for extracting baicalin from scutellaria baicalensis | |
| EP2650301B1 (en) | Method for preparing albiflorin and paeoniflorin | |
| CN101322758A (en) | Method for producing spina date seed extract using complex enzyme | |
| CN101884655B (en) | Method for preparing pseudo-ginseng flower extract | |
| CN108329368A (en) | A method of preparing scutelloside from radix scutellariae | |
| CN102250164A (en) | Purification method of gastrodin | |
| CN101671330A (en) | Preparation method of mangiferin | |
| CN103555784A (en) | Method for simultaneously separating wogonin and baicalein monomers from scutellaria baicalensis | |
| CN104530253A (en) | Polygonatum sibiricum polysaccharide column chromatography separation method and extraction method | |
| CN104434785A (en) | Crocetin salt injection and preparation process thereof | |
| CN102002087A (en) | Method for preparing bryonia alcohol acid | |
| CN109336946B (en) | Cannabis sativa glycoside A crystal and preparation method thereof | |
| CN106632521A (en) | Method for extracting high-purity loganin from cornus officinalis fruits | |
| CN101328198B (en) | Extraction and separation method of syringin | |
| CN114644608B (en) | Fisetin with urate transporter 1 inhibitory activity, and preparation method and application thereof | |
| CN113480581B (en) | Method for extracting iridoid glycoside from rehmannia | |
| CN104945532A (en) | Preparing method for gynura divaricata polysaccharide | |
| CN112656828B (en) | Pseudo-ginseng leaf product | |
| CN101342227A (en) | Medical use of soybean saponin and purification process thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20110413 |